Agreed. Every time something security related is supposed to be *impossible* I get 
nervous...

You might be able to put the scanner directly outside the router and set the router as 
your default route, then try to scan the 192 range. Not sure if you would see 
anything, but it wouldn't take long to try it.

Otherwise, I would suggest:

1) do recon/scan from the outside of anything you can find (address ranges, guessed 
names/services, etc. etc.)
This is to replicate basically what most "opportunistic" scanners might be able to 
find.

2) do scan from the outside *knowing* the internal layout and the configuration of 
routers/firewalls/servers.
This should be a more targeted scan than a normal bad-guy is "likely" to have the 
information to perform.

3) perform internal scans from places that might be publicly (or easily) accessible to 
a bad-guy (especially if there are open areas with live ports or if wireless is 
offered anywhere at any of your sites)
Again. This should be a general scan that looks for opportunities for easy targets.

If you have "high-level permission" (it absolutely must be written!!) these first 
three can be done with no real "knowledge" of your IT department. One of the things 
you are testing is would this sort of activity be noticed, or would it come in "under 
the radar".

4) perform internal scans that are specifically targeted at machines/networks/services 
given full internal knowledge of the systems. 
These *must* be done with full cooperation of your IT department since they almost 
certainly will cause some sort of problems and you need the admins available to 
reboot/reset/restart services if/as they fail.

Luck!

Jim



> -----Original Message-----
> From: Richard P. Koett [mailto:[EMAIL PROTECTED]
> Sent: Tuesday, August 05, 2003 3:13 AM
> To: [EMAIL PROTECTED]
> Subject: Re: How to scan Private Network through Public Gateway
> 
> 
> >>Naveen Pareek wrote:
> >> I want to scan my company's private network. This will be external
> >> scan. There is one router with one public IP. Through that 
> IP i want
> >> to scan private network of my company. Is it possible then how?
> >> If i'll put target as 192.168.0.0/24 then it will not scan because
> this
> >> IP is range is invalid.  If i'll put 202.145.16.0/29 then it will
> scan
> >> only subnet of 202.145.16.0 but i want to scan 192.168.0.0
> >> through this router ip address. (IP addresses are changed due to
> >> security reason.) Please help me out in this issue.
> 
> Carl Houseman wrote:
> > It's not possible.  That is the nature of NAT.   If you want to know
> > the security vulnerabilities of the internal network _as seen by the
> > outside world_, you scan the single public IP with a wide range of
> > ports and all possible ping methods.
> 
> Actually it *may* be possible to scan the internal IPs' from outside
> the gateway. If the machine you scan from is plugged in to the same
> subnet as the external interface of the router and is 
> configured with a
> static route to the internal network that uses the router as it's
> gateway,
> then the router *might* pass the packets through to the internal
> network. It depends on how the router is configured. Even though
> nobody is supposed to route RFC1918 addresses it is possible to
> do so. I don't really see what the point of all this would 
> be, however.
> 
> 
> 
> 

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